1,4-Dibromobutane → HCID 23160672, compound

HRID 1360397Notes

Reaction equation

HRID 1360397 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N:1]1([C:2]2[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=2)[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 2761030Methyl 2-(4-aminophenyl)acetate

Product 1

HCID 23160672HCID 23160672, compoundYield 24.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

Methyl 4-aminophenylacetate (0.4 g, 2.4 mmol), 1,4-dibromobutane (0.29 mL, 2.4 mmol) and potassium carbonate (0.34 g, 2.6 mmol) were dissolved in dimethylformamide (30 mL), and the mixture was stirred overnight at 80° C. The solvent was evaporated, and the residue was worked up according to a conventional method and purified by silica gel column chromatography to give the title compound (0.13 g, 0.59 mmol).

Workup

  1. customThe solvent was evaporated
  2. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-22e24d29648a4978bb12c9986712b8c0
Source dataset
uspto-grants-2011_02
Patent number
US07879863B2

Reaction notes

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